Macrocyclic hydrogen sulfide molecularly imprinted polymer and its preparation method and application

Abstract

The present invention relates to a method for preparing and applying a macrocyclic hydrogen sulfide molecularly imprinted polymer (MIP), and belongs to the technical field of atmospheric pollution control. The present invention selects β-cyclodextrin as the molecular scaffold for H2S-MIPs (H2S-MIPs). Using surface imprinting technology, the MIP adsorbent exhibits excellent desulfurization performance, enabling efficient removal of hydrogen sulfide. The present invention is a highly selective, high desulfurization rate, non-corrosive, low-energy-consumption, pollution-free, and highly effective desulfurizer suitable for complex operating conditions.

Description

Technical Field

[0001] The present invention belongs to the field of air pollution control technology, and specifically relates to a method for preparing a macrocyclic hydrogen sulfide molecularly imprinted polymer and application of the macrocyclic hydrogen sulfide molecularly imprinted polymer as an adsorbent in removing hydrogen sulfide. Background Art

[0002] Hydrogen sulfide (H2S) and carbon dioxide (CO2) are acidic gases that are widely present in various industrial processes, such as coal gasification, natural gas and biogas. Compared with CO2, trace amounts of H2S are extremely corrosive and toxic, which will accelerate the corrosion of facilities and pipelines and catalyst poisoning, causing harm to the ecological environment and human health. Therefore, the efficient removal of H2S is a key and necessary step in clean production and energy security. For the removal of H2S, common desulfurization methods mainly include absorption, adsorption and catalytic oxidation. Among them, the adsorption method has great application potential in the low-concentration fine desulfurization industry due to its outstanding advantages such as low cost, high flexibility and non-corrosiveness. However, the molecular kinetic diameters of H2S and CO2 are very close, respectively. and Similar to the reactivity of amine groups, both can be removed through acid-base reactions, making it difficult for conventional porous adsorbents to effectively remove H2S through physical adsorption or acid-base reactions. To meet industrial requirements and continuously improving environmental standards, the development of functional adsorbents with significant selectivity and high sulfur capacity is key to achieving effective purification of H2S-containing industrial gases.

[0003] Molecularly imprinted polymers (MIPs) are functional polymer materials created through molecular imprinting technology by mimicking the enzyme-substrate interaction mechanism, resulting in adsorption cavities with complementary shapes to those of the template molecule. Research has found that while existing hydrogen sulfide molecularly imprinted polymers (H2S-MIPs) adsorbents can maintain high H2S removal efficiency despite CO2 interference and exhibit ideal H2S selective adsorption, their mass transfer performance is poor. In particular, as sulfur accumulates, the pore structure becomes partially clogged, increasing gas diffusion resistance and reducing adsorption efficiency, thus limiting the further development and application of these materials. Summary of the Invention

[0004] The technical problem addressed by the present invention is to provide a macrocyclic hydrogen sulfide molecularly imprinted polymer, its preparation method, and its application. The present invention utilizes β-cyclodextrin as the molecular scaffold for H2S-MIPs. Using surface imprinting technology, the macrocyclic hydrogen sulfide molecularly imprinted polymer adsorbent exhibits excellent desulfurization performance, enabling efficient hydrogen sulfide removal. This desulfurizer exhibits high selectivity, high desulfurization rates, is non-corrosive, has low energy consumption, is pollution-free, and is suitable for complex operating conditions.

[0005] In order to solve the above technical problems, the technical solution proposed by the present invention is: a method for preparing a macrocyclic hydrogen sulfide molecularly imprinted polymer, comprising the following steps:

[0006] (1) Preparation of POMs@MOFs

[0007] Weigh a certain amount of organic ligand, zirconium tetrachloride, heteropoly acid and POMs, add a certain volume of hydrochloric acid and dimethylformamide, transfer to a stainless steel reactor, and react at a certain temperature for a certain time;

[0008] (2) Preparation of POMs@MOFs@H2S-MIP-CDs

[0009] A certain amount of the macrocyclic compound β-cyclodextrin, H2O, acrylamide, and POMs@MOFs were added to the solvent and magnetically stirred to make it uniform. Then, a certain amount of ethylene glycol dimethacrylate and benzoyl peroxide were added. Nitrogen was introduced for a certain period of time, the reaction was sealed for a certain period of time, filtered, washed, and dried.

[0010] Preferably, the amount of β-cyclodextrin added in step (2) is 0.375 mmol.

[0011] Preferably, the method comprises the following steps:

[0012] In step (1), the organic ligand is terephthalic acid, diphenyldicarboxylic acid, or terphenyldicarboxylic acid, and the amount added is 0.05-10g. The amount of zirconium tetrachloride added to the heteropoly acid is 0.05-10g, and the volume of hydrochloric acid added is 0.1-10mL. The heteropoly acid added is phosphomolybdic acid or sodium molybdate, and the amount added is 0.05-10g. The volume of dimethylformamide is 1-100mL. The reaction temperature is 100-300°C, and the reaction time is 12-48h.

[0013] The solvent added in step (2) is a mixture of acetonitrile and ethyl acetate (volume ratio is 1:1), and the amount added is 60 mL.

[0014] Preferably, (1) PMo 12 Preparation of @UiO-66

[0015] 0.4167g zirconium chloride, 0.41g terephthalic acid, 0.2465g phosphomolybdic acid, and 3.3mL hydrochloric acid (37% by mass) were added to a beaker containing 50mL DMF and sonicated for 10 minutes to dissolve. Subsequently, the mixture was transferred to a 100mL hydrothermal reactor, sealed, and placed in a 120°C oven to react for 24 hours. After the reaction was completed, it was naturally cooled to room temperature, centrifuged, and the resulting solid product was washed with DMF. This process was repeated three times. Finally, the resulting product, PMo12@UiO-66, was dried at 120°C.

[0016] (2)PMo 12 Preparation of @UiO-66@H2S-MIP-β-CD

[0017] 0.375mmolβ-CD, 2mmolH2O, 8mmolacrylamide, PMo 12 @UiO-66 was added to a mixture of 60 mL of acetonitrile and ethyl acetate (volume ratio 1:1) and magnetically stirred to make it uniform. Then 20 mmol of ethylene glycol dimethacrylate, 100 mg of benzoyl peroxide and 100 μL of N,N-dimethylaniline were added, nitrogen was introduced for 20 minutes, the mixture was sealed, and the reaction was carried out at 4°C for 12 hours. The mixture was washed and dried to obtain PMo 12 @UiO-66@H2S-MIP-β-CD.

[0018] In order to solve the above technical problems, another technical solution proposed by the present invention is: a macrocyclic hydrogen sulfide molecularly imprinted polymer prepared by any of the above methods.

[0019] To address the above technical issues, another technical solution proposed by the present invention is to use the macrocyclic hydrogen sulfide molecularly imprinted polymer (MIP) to adsorb hydrogen sulfide gas, using POMs@MOFs@H2S-MIP-CDs as a desulfurizer. The method is as follows: a certain amount of POMs@MOFs@H2S-MIP-CDs is filled into a quartz tube. At room temperature, a constant flow of a mixed gas (hydrogen sulfide and nitrogen, with nitrogen as the carrier gas) is introduced. The exhaust H2S concentration is dynamically monitored using an H2S gas analyzer. The exhaust gas is then absorbed using a NaOH solution. The deactivated POMs@MOFs@H2S-MIP-CDs are regenerated using a combination of nitrogen purging and ozone treatment.

[0020] Preferably, the macrocyclic hydrogen sulfide molecularly imprinted polymer is used to adsorb hydrogen sulfide gas, and 0.3PMo 12@UiO-66@H2S-MIP-β-CD was filled into a quartz tube with a filling height of about 2.5 cm. At room temperature, a mixed gas of hydrogen sulfide and nitrogen was introduced at a flow rate of 100 mL / min, with nitrogen as the carrier gas, and the concentration of hydrogen sulfide was 1000 mg / m 3 , an H2S gas analyzer is used to dynamically detect the H2S gas concentration in the tail gas, and the tail gas is absorbed and treated using NaOH solution.

[0021] The preparation method of the present invention uses a polyoxometalate-modified metal organic framework (POMs@MOFs) as a carrier, a macrocyclic compound as a molecular scaffold, and water as a template molecule. Under the action of a crosslinker, an initiator, and a porogen, a crosslinking polymerization reaction is carried out on the carrier surface to prepare a macrocyclic hydrogen sulfide molecularly imprinted polymer POMs@MOFs@H2S-MIP-CDs.

[0022] Preparation of POMs@MOFs@H2S-MIP-MC:

[0023] A certain amount of macrocyclic compound, H2O, functional monomer, and POMs@MOFs were added to a solvent and magnetically stirred to achieve uniformity. A certain amount of crosslinker and initiator were then added, nitrogen was introduced for a certain period of time, and the reaction was sealed and allowed to proceed for a certain period of time. The mixture was then filtered, washed, and dried for use in hydrogen sulfide removal studies.

[0024] The amount of water added is 0.01-10 mL.

[0025] The added solvent was a mixture of acetonitrile and ethyl acetate (volume ratio of 1:1), and the amount added was 60 mL.

[0026] The added functional monomer is acrylamide, and the added amount is 0.05-10g.

[0027] The added crosslinking agent is glycol dimethacrylate, and the added amount is 0.01-10 mL.

[0028] The added initiator is benzoyl peroxide, and the added amount is 0.05-10g.

[0029] The N2 is introduced at a flow rate of 10-200 mL / min for 10-60 min.

[0030] The reaction time is 10-48h.

[0031] The cyclodextrin is α-cyclodextrin, β-cyclodextrin, γ-cyclodextrin, etc., and the added amount is 0.01-10g.

[0032] Application of POMs@MOFs@H2S-MIP-MC:

[0033] The mass of the POMs@MOFs@H2S-MIP-CDs is 0.1-5g.

[0034] The dimensions of the quartz tube are: inner diameter 8 mm, length 40 cm.

[0035] The flow rate is 50-200mL / min, and the concentration of hydrogen sulfide is 500-2000mg / m 3 .

[0036] Compared with the existing technology, the present invention has the following characteristics:

[0037] ① Applying molecular imprinting technology to the modification of conventional adsorbents can improve the selectivity of the adsorbent for hydrogen sulfide gas, eliminate the interference of other gases in industrial gases, and thus improve the desulfurization efficiency of the adsorbent.

[0038] ② Introducing the macrocyclic compound β-CD into the preparation of molecularly imprinted polymer-modified POMs@MOFs not only promotes the dispersion of the molecularly imprinted polymer and alleviates polymer accumulation, but also provides a three-dimensional cavity structure with a specific size, enriching the internal pore structure of the adsorbent. The construction of this composite material can promote the selective adsorption of the imprinted polymer sites and the synergistic desulfurization effect of the POMs oxidation sites during the hydrogen sulfide removal process.

[0039] ③Example 2 shows that PMo 12 @UiO-66@H2S-MIP-β-CD has the best desulfurization performance, and its sulfur capacity is 31.63 mg / g, which is better than PMo 12 @UiO-66@H2S-MIP-α-CD(30.21

[0040] mg / g) and PMo 12 @UiO-66@H2S-MIP-γ-CD (17.97 mg / g), indicating that β-CD is more suitable as a molecular scaffold than α-CD and γ-CD to be introduced into molecular imprinting adsorbent.

[0041] ④ Example 3 shows that when the amount of β-CD added is 0.375 mmol, the obtained PMo 12 @UiO-66@H2S-MIP-β-CD has the best desulfurization performance, indicating that the addition amount of β-CD has an important influence on its introduction as a molecular scaffold in the preparation process of molecular imprinting adsorbent.

[0042] ⑤ Example 4 shows that PMo 12 @UiO-66@H2S-MIP-β-CD has the best desulfurization performance, and its sulfur capacity is 31.63 mg / g, which is higher than that of PMo 12@UiO-66@H2S-MIPs(18.17mg / g), PMo 12 @UiO-66 (13.21 mg / g) and UiO-66 (0.45 mg / g), indicating that β-CD can be used as a molecular scaffold to introduce molecularly imprinted adsorbents to improve the performance of conventional PMo 12 @UiO-66@H2S-MIPs desulfurization efficiency.

[0043] In summary, the present invention is a high-efficiency desulfurizer with high selectivity, high desulfurization rate, no corrosion, low energy consumption, no pollution, and suitable for application requirements of complex working conditions. BRIEF DESCRIPTION OF THE DRAWINGS

[0044] The present invention will be further described below with reference to the accompanying drawings.

[0045] Figure 1 It is a macrocyclic hydrogen sulfide molecularly imprinted polymer prepared by α-cyclodextrin, β-cyclodextrin, and γ-cyclodextrin with desulfurization performance

[0046] Figure 2 Desulfurization performance of macrocyclic hydrogen sulfide molecularly imprinted polymers prepared with different addition amounts of β-cyclodextrin

[0047] Figure 3 Comparison of desulfurization performance of different adsorbents

[0048] Figure 4 Surface chemical properties of different adsorbents DETAILED DESCRIPTION

[0049] The present invention will be further described in detail below with reference to the embodiments. The following embodiments are not intended to limit the scope of protection of the present invention. Those skilled in the art may make appropriate extensions based on the specification and full text of the present invention, and these extensions should all fall within the scope of protection of the present invention.

[0050] Example 1 Preparation of different adsorbents

[0051] (1)PMo 12 Preparation of @UiO-66

[0052] 0.4167g zirconium chloride, 0.41g terephthalic acid, 0.2465g phosphomolybdic acid and 3.3mL hydrochloric acid (37%) were added to a beaker containing 50mL DMF and sonicated for 10min to dissolve. Subsequently, the mixture was transferred to a 100mL hydrothermal reactor, sealed and placed in a 120℃ oven to react for 24h. After the reaction was completed, it was naturally cooled to room temperature, centrifuged and the solid product was washed with DMF. This process was repeated three times. Finally, the obtained product PMo12@UiO-66 was dried at 120℃.

[0053] (2)PMo 12 Preparation of @UiO-66@H2S-MIPs

[0054] 2mmol H2O, 8mmol acrylamide, 0.5g PMo 12 @UiO-66 was added to a 60 mL mixture of acetonitrile and ethyl acetate (1:1 volume ratio) and magnetically stirred to homogenize. Then, 20 mmol of ethylene glycol dimethacrylate, 100 mg of benzoyl peroxide, and 100 μL of N,N-dimethylaniline were added. Nitrogen was introduced for 20 minutes, sealed, and the mixture was allowed to react at 4°C for 12 hours. The mixture was filtered, washed, and dried for use in hydrogen sulfide removal studies.

[0055] (3)PMo 12 Preparation of @UiO-66@H2S-MIP-β-CD

[0056] 0.375mmolβ-CD, 2mmol H2O, 8mmol acrylamide, 0.5g PMo 12 @UiO-66 was added to a mixture of 60 mL of acetonitrile and ethyl acetate (volume ratio 1:1) and magnetically stirred to make it uniform. Then 20 mmol of ethylene glycol dimethacrylate, 100 mg of benzoyl peroxide and 100 μL of N,N-dimethylaniline were added, nitrogen was introduced for 20 minutes, the mixture was sealed, and the reaction was carried out at 4°C for 12 hours. The mixture was washed and dried to obtain PMo 12 @UiO-66@H2S-MIP-β-CD, used for hydrogen sulfide removal research.

[0057] Example 2 Effect of different CDs on PMo 12 Effect of @UiO-66@H2S-MIP-CDs on desulfurization performance

[0058] In step (3) of Example 1, 0.375 mmol of the same mass and different types of cyclodextrins: α-cyclodextrin, β-cyclodextrin, and γ-cyclodextrin were selected to prepare PMo 12 @UiO-66@H2S-MIP-α-CD、PMo 12 @UiO-66@H2S-MIP-β-CD and PMo 12 @UiO-66@H2S-MIP-γ-CD.

[0059] Take 0.3g PMo respectively 12 @UiO-66@H2S-MIP-α-CD,

[0060] PMo 12 @UiO-66@H2S-MIP-β-CD and PMo12 @UiO-66@H2S-MIP-γ-CD is filled into a quartz tube with a filling height of about 2.5 cm.

[0061] At room temperature, a mixed gas (hydrogen sulfide and nitrogen, with nitrogen as carrier gas) with a flow rate of 100 mL / min was introduced, where the concentration of hydrogen sulfide was 1000 mg / m 3 , an H2S gas analyzer is used to dynamically detect the H2S gas concentration in the tail gas, and the tail gas is absorbed and treated using NaOH solution.

[0062] Experimental results Figure 1 Indicates PMo 12 @UiO-66@H2S-MIP-β-CD has the best desulfurization performance, and its sulfur capacity is 31.63 mg / g, which is better than PMo 12 @UiO-66@H2S-MIP-α-CD(30.21mg / g) and PMo 12 @UiO-66@H2S-MIP-γ-CD (17.97 mg / g), indicating that β-CD is more suitable as a molecular scaffold than α-CD and γ-CD to be introduced into molecular imprinting adsorbent.

[0063] Example 3 Effect of β-CD Addition Amount on PMo 12 Effect of @UiO-66@H2S-MIP-β-CD on desulfurization performance

[0064] In step (3) of Example 1, different adsorbents were prepared by adding different amounts of β-CD (0.25 mmol, 0.375 mmol, 0.5 mmol).

[0065] 0.3 g of PMo with different β-CD addition amounts (0.25 mmol, 0.375 mmol, 0.5 mmol) was added 12 @UiO-66@H2S-MIP-β-CD was filled into the quartz tube to a height of about 2.5 cm. At room temperature, a mixed gas (hydrogen sulfide and nitrogen, with nitrogen as carrier gas) with a flow rate of 100 mL / min was introduced, where the concentration of hydrogen sulfide was 1000 mg / m 3 , the H2S gas concentration in the tail gas was dynamically detected using an H2S gas analyzer, and the tail gas was absorbed and treated using NaOH solution. Figure 2 It shows that when the amount of β-CD added is 0.375mmol, the obtained PMo 12 @UiO-66@H2S-MIP-β-CD showed the best desulfurization performance, indicating that the amount of β-CD added has a significant impact on its introduction as a molecular scaffold into the preparation process of molecularly imprinted adsorbents. In Example 1, the desulfurization performance was optimal when the β-CD addition amount was 0.375 mmol.

[0066] Example 4 Comparison of desulfurization performance of different adsorbents

[0067] Take 0.3g UiO-66 and PMo respectively 12 @UiO-66、PMo 12 @UiO-66@H2S-MIPs and PMo 12 @UiO-66@H2S-MIP-β-CD was filled into the quartz tube to a height of about 2.5 cm. At room temperature, a mixed gas (hydrogen sulfide and nitrogen, with nitrogen as carrier gas) with a flow rate of 100 mL / min was introduced, wherein the concentration of hydrogen sulfide was 1000 mg / m 3 , the H2S gas concentration in the tail gas was dynamically detected using an H2S gas analyzer, and the tail gas was absorbed and treated using NaOH solution. Figure 3 Indicates PMo 12 @UiO-66@H2S-MIP-β-CD has the best desulfurization performance, and its sulfur capacity is 31.63 mg / g, which is higher than that of PMo 12 @UiO-66@H2S-MIPs(18.17mg / g), PMo 12 @UiO-66 (13.21 mg / g) and UiO-66 (0.45 mg / g), indicating that β-CD can be used as a molecular scaffold to introduce molecularly imprinted adsorbents to improve the performance of conventional PMo 12 @UiO-66@H2S-MIPs desulfurization efficiency.

[0068] Example 5 Surface chemical properties of adsorbent

[0069] From infrared spectrum Figure 4 It can be seen that PMo 12 @UiO-66 and PMo 12 @UiO-66@H2S-MIP has similar peak shape and position, but PMo 12 @UiO-66@H2S-MIP-β-CD at 2927, 1156 and 1032 cm -1 The new characteristic peaks belonging to β-CD are added, which correspond to the vibration peaks of -CH2, CO and COC functional groups, indicating that PMo 12 @UiO-66@H2S-MIP-β-CD was successfully synthesized. In addition, this result also shows that the surface molecular imprinting modification process based on β-CD gives PMo 12 The rich surface chemical properties of @UiO-66 give it a more significant adsorption advantage in H2S removal.

[0070] Example 6 Selectivity of adsorbent

[0071] Weigh 0.3g PMo 12 @UiO-66@H2S-MIP-β-CD was filled into a quartz tube with a filling height of about 2.5 cm. At room temperature, a mixed gas (hydrogen sulfide, carbon dioxide, and nitrogen, with nitrogen as carrier gas) was introduced at a flow rate of 100 mL / min, where the concentrations of hydrogen sulfide and carbon dioxide were both 1000 mg / m 3 , the H2S gas concentration in the tail gas was dynamically detected using an H2S gas analyzer, and the tail gas was absorbed and treated using NaOH solution. The experimental results show that under the interference of CO2, PMo 12 @UiO-66@H2S-MIP-β-CD can maintain its adsorption properties for hydrogen sulfide, and the amount of hydrogen sulfide adsorbed is the same as when there is no CO2.

[0072] Example 7 Regeneration performance of adsorbent

[0073] Weigh 0.3g PMo 12 @UiO-66@H2S-MIP-β-CD was filled into the quartz tube to a height of about 2.5 cm. At room temperature, a mixed gas (hydrogen sulfide and nitrogen, with nitrogen as carrier gas) with a flow rate of 100 mL / min was introduced, wherein the concentration of hydrogen sulfide was 1000 mg / m 3 , use H2S gas analyzer to dynamically detect the H2S gas concentration in the tail gas, and use NaOH solution to absorb the tail gas. Regeneration method: Used PMo 12 @UiO-66@H2S-MIP-β-CD was purged with nitrogen at 180℃ and then treated with ozone. 12 @UiO-66@H2S-MIP-β-CD was used for cyclic desulfurization experiments. The experimental results showed that after five adsorption-regeneration cycles, PMo 12 The adsorption capacity of hydrogen sulfide by @UiO-66@H2S-MIP-β-CD did not decrease significantly.

[0074] The present invention is not limited to the specific technical solutions described in the above embodiments, and all technical solutions formed by equivalent replacement are within the protection scope required by the present invention.

Claims

1. A method for preparing a macrocyclic hydrogen sulfide molecularly imprinted polymer, characterized in that : (1) PMo 12 Preparation of @UiO-66 0.4167 g zirconium chloride, 0.41 g terephthalic acid, 0.2465 g phosphomolybdic acid and 3.3 mL of 37% hydrochloric acid were added to a beaker containing 50 mL DMF and sonicated for 10 min to dissolve them. Subsequently, the mixture was transferred to a 100 mL hydrothermal reactor, sealed and placed in a 120 °C oven for 24 h. After the reaction was completed, the mixture was naturally cooled to room temperature, centrifuged and the solid product was washed with DMF. This process was repeated three times. Finally, the obtained product PMo 12 @UiO-66 can be dried at 120℃; (2) PMo 12 Preparation of @UiO-66@H2S-MIP-β-CD 0.375 mmol β-CD, 2 mmol H2O, 8 mmol acrylamide, 0.5 g PMo 12 @UiO-66 was added to 60 mL of a mixture of acetonitrile and ethyl acetate in a volume ratio of 1:1 and magnetically stirred to make it uniform. Then, 20 mmol of ethylene glycol dimethacrylate, 100 mg of benzoyl peroxide, and 100 μL of N,N-dimethylaniline were added. Nitrogen was introduced for 20 min, the mixture was sealed, and the reaction was carried out at 4°C for 12 h. The mixture was washed and dried to obtain PMo 12 @UiO-66@H2S-MIP-β-CD.

2. The macrocyclic hydrogen sulfide molecularly imprinted polymer prepared according to the method of claim 1.

3. The use of the macrocyclic hydrogen sulfide molecularly imprinted polymer according to claim 2, characterized in that The macrocyclic hydrogen sulfide molecularly imprinted polymer is used to adsorb hydrogen sulfide gas.

4. The use of the macrocyclic hydrogen sulfide molecularly imprinted polymer according to claim 3, characterized in that: The macrocyclic hydrogen sulfide molecularly imprinted polymer is used to adsorb hydrogen sulfide gas. 12 @UiO-66@H2S-MIP-β-CD desulfurizer, the method is as follows: take a certain amount of PMo 12 @UiO-66@H2S-MIP-β-CD was filled into a quartz tube. At room temperature, a certain flow of mixed gas, hydrogen sulfide and nitrogen was introduced, with nitrogen as the carrier gas. The H2S gas concentration in the tail gas was dynamically detected using an H2S gas analyzer. The tail gas was absorbed and treated with NaOH solution. The regeneration method was to use a combination of nitrogen purging and ozone treatment to regenerate the inactivated PMo 12 @UiO-66@H2S-MIP-β-CD was regenerated.

5. The use of the cyclic hydrogen sulfide molecularly imprinted polymer according to claim 4, characterized in that: The macrocyclic hydrogen sulfide molecularly imprinted polymer is used to adsorb hydrogen sulfide gas. 0.3 g PMo 12 @UiO-66@H2S-MIP-β-CD was filled into a quartz tube with a filling height of 2.5 cm. At room temperature, a mixed gas of hydrogen sulfide and nitrogen was introduced at a flow rate of 100 mL / min, with nitrogen as the carrier gas, and the concentration of hydrogen sulfide was 1000 mg / m 3 , an H2S gas analyzer is used to dynamically detect the H2S gas concentration in the tail gas, and the tail gas is absorbed and treated using NaOH solution.

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